St Pete/Madeira Bch/N Redington Bch/Shores Homes with Pool Community Features

St Pete/Madeira Bch/N Redington Bch/Shores Homes with Pool Community Features

Welcome to the enchanting coastal paradise of St. Pete, Madeira Beach, North Redington Beach, and the Shores—an idyllic region nestled in the heart of Pinellas County, Florida. Known for its sun-kissed shores, vibrant culture, and a laid-back lifestyle, this area is a treasure trove for those seeking a slice of Florida’s best living.

St. Pete, with its stunning waterfront parks and eclectic art scene, offers a blend of urban sophistication and beachside charm. Just a stone’s throw away, Madeira Beach captivates with its pristine sands and inviting atmosphere, perfect for beach lovers and water sports enthusiasts alike. North Redington Beach and the Shores provide a more tranquil setting, with picturesque views and a close-knit community feel, ideal for families and retirees seeking peace and relaxation.

One of the standout features of this region is its abundance of homes with pool community amenities. Imagine waking up to the gentle sound of waves and stepping into your own private oasis. Many properties boast beautifully designed pools, perfect for entertaining or unwinding after a long day. Community features often include lush landscaping, clubhouses, and easy access to nearby beaches, ensuring that every day feels like a vacation.

Whether you’re looking for a charming beach cottage, a luxurious waterfront estate, or a contemporary condo, St. Pete and its neighboring areas offer diverse real estate options to suit every lifestyle. Embrace the coastal living experience where sun, sand, and community come together in perfect harmony. Your dream home awaits!

Newest St Pete/Madeira Bch/N Redington Bch/Shores Homes with Pool Community Features

$624,900
2 Beds ⋅ 2 Baths ⋅ Madeira Bay Resort I Condo SubDv. ⋅ 33708 Zip Code
“Prime Showcase” — Top Income Producer at Madeira Bay Resort I (Built in 2020) A premier turnkey, high earning condo hotel opportunity in one of the most desirable coastal destinations on Florida’s Gulf Coast. This 6th floor residence delivers impressive income performance and an unbeatable setting — perfectly positioned directly across from the Gulf of Mexico and just steps from the shops, dining, and waterfront excitement of John’s Pass Village. Inside, the unit features beautiful water views, a bright and open layout, modern coastal finishes, granite countertops, stainless steel appliances, in unit washer & dryer, an owner’s closet, and a private waterfront balcony. A spacious primary bedroom showcases wide open water views. A bonus room with bunk beds provides valuable additional guest capacity to maximize rental revenue. Madeira Bay Resort I offers resort style amenities, including a heated, newly remodeled pool & spa, fitness room, under building parking, and a pet friendly environment. The remarkably low $670 monthly fee includes cable, internet, building insurance, association reserves, on site management, exterior and grounds maintenance, pool service, sewer, and trash — delivering exceptional value and predictable operating costs. Vacation bookings filling fast and a strong base of repeat guests, this property is perfectly positioned for continued income success. “Stay and Play — then let it pay.” One of the Best Values in Madeira Beach. Showings available between guest check ins.

13101 Gulf Boulevard Unit 1605, Madeira Beach
$240,000
1 Baths ⋅ Royal Orleans Pinellas Condo SubDv. ⋅ 33708 Zip Code
Discover your dream investment property just steps away from the pristine shores of Redington Beach. This fully renovated and remodeled furnished gem is ready for immediate short rental—perfect for short-term stays on platforms like Airbnb or VRBO. Fully furnished, you won’t need to worry about a thing, just bring your toothbrush and start enjoying the beach life! The property also features access to a refreshing community pool, offering the perfect spot to relax after a day in the sun. With a strong rental history and a detailed rent roll available upon request, this property promises both an incredible lifestyle opportunity and a lucrative income stream. Whether you're an investor looking to expand your portfolio or seeking a personal retreat, this is a must-see! Don't miss out on this rare chance to own a slice of paradise across the street from the beach.

16333 Gulf Boulevard Unit 114, Redington Beach
$659,900
3 Beds ⋅ 3 Baths ⋅ Madeira Del Mar Condominium SubDv. ⋅ 33708 Zip Code
Experience the Best of Coastal Living at Madeira Del Mar! Built in 2021, this beautifully appointed 3-bedroom, 3-bath luxury condo sits just one block from the sugar-white sands of Madeira Beach, moments from John's Pass, dining, and entertainment. This is a proven income performer with $75K in gross rental revenue in 2025 and already over $60K generated year-to-date in 2026—a rare opportunity to buy a turnkey short-term rental with a verified track record. Inside, an open-concept layout showcases a gourmet kitchen with granite countertops, premium stainless steel appliances, and a spacious island built for entertaining. The bright living area opens to a private balcony with partial Bay views, perfect for morning coffee or sunset cocktails. The primary suite offers a king bed, oversized walk-in closet, and spa-like en-suite bath, while both guest bedrooms include their own en-suite baths for maximum privacy and guest comfort—an ideal layout for multi-family bookings. Residents and guests enjoy resort-style amenities including a lush tropical courtyard and heated pool, all just steps from the beach. Whether you're looking for a personal beach getaway or a high-performing investment property with real numbers to back it up, this unit delivers exceptional value and continued income potential. Schedule your private tour today!

15305 1st Street E Unit 305, Madeira Beach
$659,900
2 Beds ⋅ 2 Baths ⋅ Redington Towers 1 Condo SubDv. ⋅ 33708 Zip Code
Come see this Redington Shores Gulf front condo with stunning views before it's gone. Walk the beach every day with this 2/2 beachfront condo. This stunning condo sits directly on the Gulf, offering unmatched views, luxury finishes, and the ultimate coastal lifestyle. This true open concept living area features a remodeled kitchen with open views to the balcony and gulf. The remodeled kitchen features stainless steel appliances, granite countertops, and ample storage. The living and dining room are inviting with so much natural light and open air for entertaining guests truly giving it the beach feel you deserve. Over sized sliding glass doors open to a private balcony—perfect for morning coffee or evening sunsets while listening to the waves. The primary bedroom offers open views to the gulf and access to the balcony with an oversized walk in closet. The separated guest bedroom and bath offer privacy for guests or other residents. This sought-after community provides resort-style amenities, including a Gulf-front pool, private beach access, and a beachside clubhouse for social gatherings. The community center includes a fitness facility, billiards and card rooms, and a library. Enjoy BBQ nights with neighbors, or take advantage of kayak, paddleboard, and bicycle storage. This unit provides utilities such as water and cable, on site storage, 2 designated parking spaces (one of the only units to have such) including covered parking and 24/7 staffed security to complete the worry-free lifestyle. The community allows for monthly short term rental use, or long term rental ability. This property is perfect for those wanting a vacation get away or permanent coastal living.

17900 Gulf Boulevard Unit 6C, Redington Shores
$110,000
1 Beds ⋅ 1 Baths ⋅ Hamilton House The Condo SubDv. ⋅ 33708 Zip Code
Welcome to Your Slice of Paradise! Welcome to 4650 Cove Circle, Unit 104, a charming and affordable 1-bedroom, 1-bath first-floor condominium located in the Hamilton House Building at Sea Towers, a waterfront 55+ community in beautiful St. Petersburg, Florida. This move-in-ready condo has been recently updated with a new kitchen, new appliances, and a beautifully updated full bath, along with fresh paint throughout. It’s a great opportunity to enjoy the Florida lifestyle without breaking the bank! The Hamilton House is conveniently located just inside Sea Towers’ front guard gate, making coming and going a breeze. Your unit also includes covered parking with Carport #34 and a 4' x 4' x 4' storage locker for those things you don’t need every day. And for added convenience, free laundry facilities are located right by the elevators on the first floor. Life at Sea Towers is all about enjoying the Florida lifestyle. Residents have access to two heated swimming pools, saunas, tennis and pickleball courts, shuffleboard, a fitness center, card room, and billiards room. There’s also a beautiful waterfront grilling and lounge area with covered seating and restrooms — the perfect place to relax, meet your neighbors, and enjoy the gorgeous Florida weather. And then there’s the location! You’re just minutes from the beautiful Gulf beaches of Madeira Beach, with shopping, restaurants, and everyday conveniences close by. Seminole Mall and Walmart are nearby, and veterans will appreciate being just around the corner from Bay Pines VA Healthcare System. Whether you’re looking for a full-time Florida home, a seasonal getaway, or simply a place to enjoy an active 55+ lifestyle, this condo offers an affordable way to make the most of everything the Tampa Bay area has to offer. With boating and fishing opportunities right in the waterfront community and the beach just a short bike ride away, your Florida paradise may be closer than you think!

4650 Cove Circle Unit 104, St Petersburg
$349,900
3 Beds ⋅ 2 Baths ⋅ Shores Of Long Bayou Condo SubDv. ⋅ 33708 Zip Code
Virtually Staged. Welcome home to the beautiful Shores of Long Bayou! This spacious 3-Bedroom, 2-Bath condo offers a wonderful open floor plan with GORGEOUS VIEWS that can be enjoyed from both inside the home and the large open-air deck and the added convenience of your own PRIVATE 1-CAR GARAGE-a highly desirable feature in Florida condo living!. Step outside, relax and take in the peaceful surroundings-the perfect spot for morning coffee, evening cocktails/mocktails or simply enjoying Florida living at its best! Inside, you'll love the bright, comfortable layout with generous living and dining areas, a well-designed kitchen and desirable split-bedroom floor plan located in the gated waterfront community of Shores of Long Bayou, surrounded by beautiful natural scenery and conveniently located near shopping, dining, entertainment and the Gulf beaches. This community boasts swimming pools, heated pool, spa, clubhouse, fitness center, tennis courts, nearly two miles of walking/biking trails, lakes and ponds, fishing areas and 24-hour gated security and encompasses roughly 77 acres of waterfront/nature preserve surroundings. All of this a short distance from beautiful beaches, nightlife, parks, bike trails, shopping, airports etc. HVAC 2023 ROOF 2024 WATER HEATER 2022 Inside Laundry! (WHOLE BUILDING IS A MONOLITHIC POUR...MEANING CONTINUOUSLY POURED CONCRETE!!)

6425 Shoreline Drive Unit 10103, St Petersburg
$1,375,000
3 Beds ⋅ 2 Baths ⋅ Redington Shores Yacht Andtenn SubDv. ⋅ 33708 Zip Code
Virtually Staged. Welcome to 102 Wimbledon Court, where coastal living, exceptional storage, and resort-style amenities come together inside the gated Redington Shores Yacht & Tennis Club. Located just moments from the Gulf beaches and directly next to the community clubhouse, pool, and fitness center, this spacious residence offers the Florida lifestyle without the maintenance of a private pool. For those looking to take their coastal lifestyle onto the water, private boat slips are also available for separate purchase. Double French entry doors welcome you into an impressive open foyer with soaring ceilings, a statement chandelier, and an open stairwell that immediately gives the home a bright and spacious feel. The main living areas are designed for both everyday comfort and entertaining, featuring high ceilings, tray ceilings, updated fixtures, a large ceiling fan, surround sound, and an open layout. A custom built-in bamboo entertainment center provides a unique focal point, complete with a hidden television that raises and lowers by remote control. The kitchen offers generous workspace and storage, including a large oversized pantry, kitchen island, while the formal dining room is accented by beautiful wood flooring. A spacious laundry room with cabinetry and a utility sink adds everyday convenience, and the washer and dryer are included. Oversized French doors lead into the guest bedroom or home office, which features its own built-in closet. There is a large bedroom conveniently located near the full guest bathroom and offers its own walk-in closet, providing excellent storage and flexibility for family or guests. The guest bath includes a large vanity, bathtub with glass doors, and nearby oversized linen storage. The primary suite provides a private retreat with brand-new carpeting, walk-in closets with built-in shelving, and a spacious ensuite bath featuring dual vanities, a large garden soaking tub, and a separate shower with glass doors. Outdoor living is just as impressive. An upper-level balcony provides the perfect place to enjoy the coastal air and includes an exterior staircase leading to the expansive covered paver patio below. Hurricane-rated windows and doors provide additional protection, while the lifetime metal roof, gas cooktop and oven, and gas water heater add to the home's long-term appeal. One of the property's most remarkable features is the massive six-car garage with epoxy flooring, offering an extraordinary amount of room for vehicles, recreational equipment, water toys, a workshop, or additional storage. Under-stair storage provides even more space, and a dedicated closet at the rear of the garage has already been configured as an elevator shaft, allowing a future owner to add an elevator if desired. Residents of Redington Shores Yacht & Tennis Club enjoy access to a heated community pool and spa, clubhouse, fitness center, tennis and pickleball facilities, and kayak access—all while being just moments from the beach. With the clubhouse, fitness center, and community pool immediately next door, enjoying the amenities couldn't be more convenient. From the six-car garage and elevator-ready design to the nearby Gulf beaches and opportunity to purchase a private boat slip, 102 Wimbledon Court offers a rare combination of space, convenience, and coastal Florida living. Furniture is negotiable, providing an opportunity for the next owner to make the transition even easier.

102 Wimbledon Court, Redington Shores
$949,000
3 Beds ⋅ 3 Baths ⋅ Las Brisas Condo SubDv. ⋅ 33708 Zip Code
Wow!! Redington Shores Yacht and Tennis is a GATED community (rare indeed!!) and a perfect mixture of Luxury Condominiums and single family homes on Boca Ciega bay in beautiful Redington Shores Florida. Located along the Gulf Coast and overlooking the intercoastal waterway, this 3 bedroom 3 full bathroom condominium is perfect for full time living, a vacation retreat or investment property. Beautifully appointed you will notice the breathtaking water views from the moment you enter the 2nd floor home, and the tasteful décor as this unit is offered turn key -fully furnished. Plenty of room in the living spaces to unwind and relax, including an oversized balcony to watch sunsets, marine life and enjoy our tropical Florida weather. The Primary bedroom has water views, balcony access along with plenty of room for comfort. There are dual walk in closets, a huge ensuite bath with garden tub, separate walk in shower and water closet. The Kitchen has maple cabinetry with updated appliances and a cooking island with plenty of counter space. The cove ceiling with fan ads a touch of class and adjacent there is nook which is perfect for a desk or hutch. Guest bedroom 1 has it's own full bathroom with tub and shower and huge walk-in-closet. Bedroom 2 has a Jack-and-Jill style full bathroom, a walk-in -closet and a Trundle Bunk bed that is perfect for quests. This unit come equipped with a large laundry/mud room with tons of storage space, a newer HVAC and a Culligan water system. Need extra storage? No worries as this unit has it's OWN CABANA by the pool large enough for a kayak, bike, beach chairs or anything you need to keep at the Condo (these are coveted and not all units have them!!). This complex has it's own entrance to the Gulf of Mexico which is a short walk across the street. There are 2 pools, lighted tennis courts, fully gated with a 24 hour guard, a fitness center, fishing dock and clubhouse. Las Brisas allows for 2 pets and rentals up for 1 month minimum. It has a new roof, There are 2 assigned parking spots (one under building) with plenty of guest parking, is fully funded with great reserves and no need for a Milestone report as it falls short of age requirements. If you are looking for a slice of paradise in a great location with amenities galore, then you have found it!

17735 Gulf Boulevard Unit 204, Redington Shores
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Las Brisas Of Madeira Condo SubDv. ⋅ 33708 Zip Code
This exquisite three-bedroom, two-bathroom condominium offers direct Gulf-front views in the highly sought-after Las Brisas of Madeira Beach. Rarely available and highly desirable, this condo permits weekly short-term rentals, presenting an exceptional opportunity for both personal enjoyment and investment. It boasts a strong rental history with bookings extending into 2027. The condo features a private balcony that spans the length of the unit, an updated kitchen with granite countertops, and stainless steel appliances. Newly installed luxury plank vinyl flooring extends throughout the entire condo. The primary en-suite bedroom offers breathtaking Gulf views, a double vanity bathroom, and a spacious walk-in closet. Additionally, the condo includes a large laundry room equipped with a full-size washer and dryer, along with ample storage space. Residents and guests can indulge in resort-style amenities, including a heated pool, expansive outdoor seating area with tiki huts, gas grills, and outdoor showers. The condo comes with two assigned under-building parking spaces conveniently located near the elevator. Situated in a prime location, the property is within a short distance to restaurants, bars, and shopping. Tampa International Airport is a 45-minute drive away, while St. Pete-Clearwater International Airport is just a 30-minute drive.

14710 Gulf Boulevard Unit 206, Madeira Beach
$229,000
1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code
Welcome to your turnkey beach retreat at The Wave Resort in the heart of Madeira Beach. This beautifully furnished, first floor studio is ideally positioned directly beside the community’s newly renovated, full size swimming pool and just steps from the sugar white sand and sparkling waters of the Gulf of Mexico. Simply use the nearby crosswalk to reach the public beach access and enjoy swimming, sunbathing, ocean breezes, and unforgettable Gulf sunsets. The Wave Resort offers a community pool, poolside lounging areas, onsite laundry facilities, WiFi, cable, and convenient onsite parking. The association fee also includes electricity, water, sewer, trash, pool maintenance, exterior maintenance, and grounds maintenance, creating an easy, low maintenance ownership experience. The bright coastal interior features a comfortable sleeping area, storage, dining space, and a kitchenette complete with a sink, mini refrigerator, microwave, and solid surface countertops. The full bathroom includes a walk in shower. Located near restaurants, shopping, boating, fishing, entertainment, and the world famous John’s Pass Village and Boardwalk, this property offers the complete Madeira Beach lifestyle. With flexible short term rental opportunities and documented rental history available, buyers can enjoy their own beach getaway while generating income when they are away.

13343 Gulf Boulevard Unit B5, Madeira Beach
$725,000
2 Beds ⋅ 2 Baths ⋅ Madeira Cove Condo SubDv. ⋅ 33708 Zip Code
Welcome to exceptional waterfront living at Madeira Cove! This beautifully positioned second-level corner unit offers two bedrooms, two bathrooms, and a versatile den/office, with abundant natural light and panoramic views of Boca Ciega Bay. Step inside and be amazed by the nine foot ceiling heights and the impact-rated windows on three sides—including a distinctive bay window in the dining area which sets this residence apart from interior units. The spacious open-concept living and dining area features durable flooring and flows seamlessly into the kitchen, which offers solid wood cabinetry, granite countertops, generous storage, a pantry, and a breakfast bar. Sliding glass doors open to an oversized covered balcony where you can dine alfresco, relax with a morning coffee, or watch dolphins, manatees, seabirds, and boats passing along the Intracoastal Waterway. The desirable split-bedroom floor plan provides privacy for both bedrooms. The waterfront primary suite is designed to take full advantage of the scenery, with water views from the windows and sliding glass doors opening directly to the balcony. Electric hurricane shutters provide added peace of mind. The second bedroom has convenient private access to the guest bathroom. A spacious den/office adds flexibility for working from home, guests, or hobbies and includes a full-sized stackable washer and dryer. The waterfront balcony has a hurricane screen for extra protection of the balcony. Madeira Cove offers an impressive array of amenities, including a heated waterfront pool, clubhouse with fitness room and kitchen, wraparound waterfront deck, picnic area, gas grills, kayak launch and storage, marina access, lending library, EV charging, and a car-washing station. Private boat slips at the community dock may become available for purchase or rental. Assigned covered parking is conveniently located near the secured elevators, with additional guest parking and a storage closet adjacent to the parking space. The solid concrete-block building features secured elevator access, locked stairwells, and community surveillance. Madeira Cove is a meticulously maintained, all-ages community that allows two small pets up to 25 pounds. The monthly maintenance fee includes water, sewer, trash, internet, cable, and building insurance. The association is fully funded with no pending assessments and the community complies with current state requirements. Best of all, you can walk to the beach and you are just minutes from Madeira Beach, St. Pete Beach, Treasure Island, and the shops, restaurants, and water activities of John’s Pass. Whether you're looking for a year-round residence or a seasonal retreat, this exceptional waterfront condo offers a front-row seat to the beauty of Florida's waterways. Come experience the views, lifestyle, and tranquility of Madeira Cove for yourself—schedule your private showing today!

399 150th Avenue Unit 205, Madeira Beach
$289,900
2 Beds ⋅ 2 Baths ⋅ Washington Towers The Condo SubDv. ⋅ 33708 Zip Code
Here is your chance to be on the Intracoastal in Florida for less than what your home might have cost up north! This high-rise CORNER UNIT has been updated with granite countertops in the kitchen, newer A/C, and hurricane proof windows AND storm shutters throughout! Enjoy sunsets on the water just by walking to your window! The popular Sea Towers complex is located across the bridge from Madeira Beach, and is near shopping, entertainment, and the fabled white sand beaches of Pinellas County. Come begin your dream lifestyle retirement today!

4550 Cove Circle Unit 1009, St Petersburg
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